ATE99670T1 - ARYLOXY, ARYLTHIO, HETEROARYLOXY, HETEROARYLTHIO ALKENYLENE DERIVATIVES OF AMINES. - Google Patents
ARYLOXY, ARYLTHIO, HETEROARYLOXY, HETEROARYLTHIO ALKENYLENE DERIVATIVES OF AMINES.Info
- Publication number
- ATE99670T1 ATE99670T1 AT89118256T AT89118256T ATE99670T1 AT E99670 T1 ATE99670 T1 AT E99670T1 AT 89118256 T AT89118256 T AT 89118256T AT 89118256 T AT89118256 T AT 89118256T AT E99670 T1 ATE99670 T1 AT E99670T1
- Authority
- AT
- Austria
- Prior art keywords
- substituted
- alkyl
- group
- hydrogen
- heteroaryloxy
- Prior art date
Links
- 150000001412 amines Chemical class 0.000 title abstract 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002431 hydrogen Chemical class 0.000 abstract 2
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 1
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 abstract 1
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 abstract 1
- 208000007848 Alcoholism Diseases 0.000 abstract 1
- 206010001584 alcohol abuse Diseases 0.000 abstract 1
- 208000025746 alcohol use disease Diseases 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000005530 alkylenedioxy group Chemical group 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 230000003579 anti-obesity Effects 0.000 abstract 1
- 230000002738 anti-smoking effect Effects 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 210000000653 nervous system Anatomy 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C255/54—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and etherified hydroxy groups bound to the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/02—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C217/46—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and unsaturated
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/24—Antidepressants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/26—Psychostimulants, e.g. nicotine, cocaine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/04—Anorexiants; Antiobesity agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/02—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C217/48—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
- C07C217/64—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains further substituted by singly-bound oxygen atoms
- C07C217/66—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains further substituted by singly-bound oxygen atoms with singly-bound oxygen atoms and six-membered aromatic rings bound to the same carbon atom of the carbon chain
- C07C217/72—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains further substituted by singly-bound oxygen atoms with singly-bound oxygen atoms and six-membered aromatic rings bound to the same carbon atom of the carbon chain linked by carbon chains having at least three carbon atoms between the amino groups and the six-membered aromatic ring or the condensed ring system containing that ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/78—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
- C07C217/80—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings
- C07C217/82—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring
- C07C217/84—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/04—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms
- C07C275/06—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an acyclic and saturated carbon skeleton
- C07C275/10—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an acyclic and saturated carbon skeleton being further substituted by singly-bound oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/16—Sulfones; Sulfoxides having sulfone or sulfoxide groups and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C317/22—Sulfones; Sulfoxides having sulfone or sulfoxide groups and singly-bound oxygen atoms bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
- C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
- C07D317/58—Radicals substituted by nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
- C07D317/62—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to atoms of the carbocyclic ring
- C07D317/64—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
- C07D333/20—Radicals substituted by singly bound hetero atoms other than halogen by nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D333/30—Hetero atoms other than halogen
- C07D333/32—Oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Psychiatry (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Hematology (AREA)
- Child & Adolescent Psychology (AREA)
- Diabetes (AREA)
- Pain & Pain Management (AREA)
- Addiction (AREA)
- Obesity (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyridine Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Pyrrole Compounds (AREA)
- Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
Abstract
Aryloxy- and heteroaryloxy-alkylene derivatives of amines of formula <CHEM> wherein each of A and B is a group of formula (i) to (iii): <CHEM> wherein Y is -O-, -S- or -NR- in which R is hydrogen or C1-C6 alkyl; each of R3, R4, R5 and R6 is independently: a) hydrogen, halogen, hydroxy, cyano or nitro; b) C1-C6 alkyl unsubstituted or substituted by halogen, c) C1-C6 alkoxy or C1-C6 alkylthio; d) C1-C6 alkyl-sulfonyl; e) a substituted amine group -NR7R8; f) a -COR12 group; or g) two adjacent groups of R3, R4, R5 and R6, taken together, form a C1-C4 alkylenedioxy group; each of R1 and R2 independently is hydrogen, C3-C6 alkynyl, C3-C6 alkenyl or C1-C6 alkyl unsubstituted or substituted by phenyl; or R1 and R2 taken together with the nitrogen atom to which they are linked, form a substituted or unsubstituted, saturated heterocyclic ring; and the pharmaceutically acceptable salts thereof; are active on the central nervous nervous system, in particular as antidepresssant, antiobesity antismoking and anti-alcoholabuse agents.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB888823405A GB8823405D0 (en) | 1988-10-05 | 1988-10-05 | Aryloxy-arythio-heteraryloxy-heteroarylthio-alkenylene derivatives of amines |
| EP89118256A EP0363782B1 (en) | 1988-10-05 | 1989-10-02 | Aryloxy-, arylthio-, heteroaryloxy-, heteroarylthio-alkenylene derivatives of amines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE99670T1 true ATE99670T1 (en) | 1994-01-15 |
Family
ID=10644759
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT89118256T ATE99670T1 (en) | 1988-10-05 | 1989-10-02 | ARYLOXY, ARYLTHIO, HETEROARYLOXY, HETEROARYLTHIO ALKENYLENE DERIVATIVES OF AMINES. |
Country Status (24)
| Country | Link |
|---|---|
| US (1) | US5272144A (en) |
| EP (2) | EP0363782B1 (en) |
| JP (1) | JPH03501862A (en) |
| KR (1) | KR900701734A (en) |
| CN (1) | CN1022828C (en) |
| AT (1) | ATE99670T1 (en) |
| AU (1) | AU629258B2 (en) |
| CZ (1) | CZ279655B6 (en) |
| DE (1) | DE68912055T2 (en) |
| DK (1) | DK137490A (en) |
| ES (1) | ES2061868T3 (en) |
| FI (1) | FI902775A7 (en) |
| GB (1) | GB8823405D0 (en) |
| HU (1) | HUT58044A (en) |
| IE (1) | IE893171L (en) |
| IL (1) | IL91541A (en) |
| MY (1) | MY106236A (en) |
| NZ (1) | NZ230628A (en) |
| PH (1) | PH27293A (en) |
| PT (1) | PT91880B (en) |
| RU (1) | RU2007386C1 (en) |
| WO (1) | WO1990003965A1 (en) |
| YU (1) | YU46941B (en) |
| ZA (1) | ZA897590B (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5719147A (en) * | 1992-06-29 | 1998-02-17 | Merck & Co., Inc. | Morpholine and thiomorpholine tachykinin receptor antagonists |
| US5830904A (en) * | 1997-02-05 | 1998-11-03 | University Of Kentucky Research Foundation | Lobeline compounds as a treatment for psychostimulant abuse and withdrawal, and for eating disorders |
| US6087376A (en) * | 1997-02-05 | 2000-07-11 | University Of Kentucky Research Foundation | Use of lobeline compounds in the treatment of central nervous system diseases and pathologies |
| EP2699543B1 (en) | 2011-04-19 | 2016-03-02 | Integrative Research Laboratories Sweden AB | Novel modulators of cortical dopaminergic- and nmda-receptor-mediated glutamatergic neurotransmission |
| CN104957136A (en) * | 2015-06-23 | 2015-10-07 | 潍坊友容实业有限公司 | Pieris rapae and aphid attractant and method for applying same |
| FI3976581T3 (en) | 2019-05-24 | 2024-01-31 | Irl 790 Ab | Tartaric acid salts of [2-(3-fluoro-5-methane-sulfonylphenoxy)ethyl](propyl)amine |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3513198A (en) * | 1965-10-22 | 1970-05-19 | Hoffmann La Roche | Aryloxy- and arylthio-acetylenic amines and the salts thereof |
| SE399419B (en) * | 1974-12-20 | 1978-02-13 | Astra Laekemedel Ab | ANALOGICAL PROCEDURE FOR PRODUCTION OF NEW LOCAL ANESTHETIC ASSOCIATIONS |
| IL56369A (en) * | 1978-01-20 | 1984-05-31 | Erba Farmitalia | Alpha-phenoxybenzyl propanolamine derivatives,their preparation and pharmaceutical compositions comprising them |
| GB2060618A (en) * | 1979-09-14 | 1981-05-07 | Wyeth John & Brother Ltd | 3-Aryl-3-Aryloxypropylamines |
| GB2060620B (en) * | 1979-09-14 | 1983-05-25 | Wyeth John & Brother Ltd | 3-aryl-3-aryloxypropylamines |
| GR75395B (en) * | 1980-11-14 | 1984-07-13 | Lilly Co Eli | |
| US4699928A (en) * | 1984-07-13 | 1987-10-13 | Merrell Dow Pharmaceuticals Inc. | Fluoroallylamine derivatives |
-
1988
- 1988-10-05 GB GB888823405A patent/GB8823405D0/en active Pending
-
1989
- 1989-09-06 IL IL9154189A patent/IL91541A/en not_active IP Right Cessation
- 1989-09-13 NZ NZ230628A patent/NZ230628A/en unknown
- 1989-09-22 PH PH39272A patent/PH27293A/en unknown
- 1989-10-02 KR KR1019900701173A patent/KR900701734A/en not_active Withdrawn
- 1989-10-02 EP EP89118256A patent/EP0363782B1/en not_active Expired - Lifetime
- 1989-10-02 HU HU896551A patent/HUT58044A/en unknown
- 1989-10-02 JP JP1511490A patent/JPH03501862A/en active Pending
- 1989-10-02 FI FI902775A patent/FI902775A7/en not_active Application Discontinuation
- 1989-10-02 AT AT89118256T patent/ATE99670T1/en not_active IP Right Cessation
- 1989-10-02 ES ES89118256T patent/ES2061868T3/en not_active Expired - Lifetime
- 1989-10-02 WO PCT/EP1989/001155 patent/WO1990003965A1/en not_active Ceased
- 1989-10-02 EP EP89912416A patent/EP0389618A1/en active Pending
- 1989-10-02 AU AU45079/89A patent/AU629258B2/en not_active Ceased
- 1989-10-02 DE DE89118256T patent/DE68912055T2/en not_active Expired - Fee Related
- 1989-10-03 YU YU191489A patent/YU46941B/en unknown
- 1989-10-03 PT PT91880A patent/PT91880B/en not_active IP Right Cessation
- 1989-10-04 MY MYPI89001356A patent/MY106236A/en unknown
- 1989-10-04 CN CN89107641A patent/CN1022828C/en not_active Expired - Fee Related
- 1989-10-04 IE IE893171A patent/IE893171L/en unknown
- 1989-10-05 CZ CS895653A patent/CZ279655B6/en unknown
- 1989-10-05 ZA ZA897590A patent/ZA897590B/en unknown
-
1990
- 1990-06-01 DK DK137490A patent/DK137490A/en not_active Application Discontinuation
- 1990-06-04 RU SU904830154A patent/RU2007386C1/en active
- 1990-10-02 US US07/499,257 patent/US5272144A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| AU629258B2 (en) | 1992-10-01 |
| IE893171L (en) | 1990-04-05 |
| WO1990003965A1 (en) | 1990-04-19 |
| GB8823405D0 (en) | 1988-11-09 |
| AU4507989A (en) | 1990-05-01 |
| KR900701734A (en) | 1990-12-04 |
| PT91880A (en) | 1990-04-30 |
| CZ565389A3 (en) | 1994-07-13 |
| RU2007386C1 (en) | 1994-02-15 |
| FI902775A0 (en) | 1990-06-04 |
| PH27293A (en) | 1993-05-04 |
| MY106236A (en) | 1995-04-29 |
| ES2061868T3 (en) | 1994-12-16 |
| CN1041755A (en) | 1990-05-02 |
| IL91541A0 (en) | 1990-04-29 |
| DK137490A (en) | 1990-07-30 |
| CN1022828C (en) | 1993-11-24 |
| EP0389618A1 (en) | 1990-10-03 |
| JPH03501862A (en) | 1991-04-25 |
| YU191489A (en) | 1991-02-28 |
| DE68912055T2 (en) | 1994-04-28 |
| IL91541A (en) | 1994-02-27 |
| DE68912055D1 (en) | 1994-02-17 |
| DK137490D0 (en) | 1990-06-01 |
| HUT58044A (en) | 1992-01-28 |
| PT91880B (en) | 1995-05-31 |
| ZA897590B (en) | 1991-06-26 |
| HU896551D0 (en) | 1990-09-28 |
| NZ230628A (en) | 1991-06-25 |
| EP0363782A1 (en) | 1990-04-18 |
| US5272144A (en) | 1993-12-21 |
| YU46941B (en) | 1994-06-24 |
| EP0363782B1 (en) | 1994-01-05 |
| CZ279655B6 (en) | 1995-05-17 |
| FI902775A7 (en) | 1990-06-04 |
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